Synthesis and Alkylation of Diethyl 6-Aryl-2-Oxo-1,2,3,6-Tetrahydropyrimidine-4,5-Dicarboxylates

被引:0
作者
M. A. Kolosov
M. J. K. Al-Ogaili
V. S. Parkhomenko
V. D. Orlov
机构
[1] V. N. Karazin Kharkiv National University,
来源
Chemistry of Heterocyclic Compounds | 2014年 / 49卷
关键词
diethyl 2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates; oxalacetic ester; alkylation; Biginelli reaction;
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摘要
We have demonstrated the preparation of diethyl 6-aryl-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates by reaction of urea, oxalacetic ester, and aromatic aldehydes with substituents of various electronic properties. Alkylation of the obtained compounds in the alkyl halogenide–KOH/Н2О–MeCN system resulted in mixtures of N-alkyl derivatives, which can be separated by column chromatography. Longer reaction time led selectively to 1,3-dialkylation products.
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页码:1484 / 1489
页数:5
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